Find Hotels with a Pool in Key West, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Key West Hotels with a Pool

Tonight
23 Mar - 24 Mar
Tomorrow
24 Mar - 25 Mar
Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr

Compare Key West Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2353)
"Every thing about The Southernmost was fantastic, multiple pools and restaurants, the staff was helpful and courteous. This hotel is walking distance from everything on the island. "
The price is AED 1,457
AED 1,887 total
includes taxes & fees
31 Mar - 1 Apr
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1429)
"We were on the ground floor and it was hard to sleep because at 2am the roosters were cocka doodling. But we understand that can’t be helped. We liked our stay very much and when we return another time we will request a room on the 3rd or 4th floor and see if that would be better. We talked to people that stayed on the 4th floor and they didn’t hear the roosters😀"
The price is AED 856
AED 1,170 total
includes taxes & fees
31 Mar - 1 Apr
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1169)
"Great Location. Staff was helpful and offered great recommendations. Rooms need alot more lighting, it was very dark in our room when the curtains were drawn. Unlimited free waterbottles at the front desk. Free breakfast was good. When stayed in a wheelchair accessible room we took a shower the floor flooded with water, needs better drainage. Free shuttle to town. Every night the people staying in the room above us, were stomping back and forth like elephants and dropping things. I asked the...
The price is AED 1,172
AED 1,442 total
includes taxes & fees
31 Mar - 1 Apr
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1011)
"Room was really clean. They had a bus going downtown that was really convienant. Hotel was easy to get to and parking felt safe."
The price is AED 790
AED 1,095 total
includes taxes & fees
31 Mar - 1 Apr
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Very quiet and peaceful, but the local raccoons were very invasive "
The price is AED 996
AED 1,331 total
includes taxes & fees
30 Mar - 31 Mar
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1011)
"The hotel is older but well taken care of and very clean. The best breakfast of all the hotels we have stayed at. Omlet station, bagels with ham & cheese you could add, yogurt, and sweets. Great service"
The price is AED 878
AED 1,236 total
includes taxes & fees
1 Apr - 2 Apr
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, sun loungers

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1094)
"We enjoyed our stay here. It was far enough away from the city central, that is was very quiet at night, the area was well lit & felt safe, and the grounds/rooms were clean. The breakfasts were hot and had a good variety. The hotel offered rides to/from Mallory SQ area, and that was included and very convenient. The Hop-on-Hop-off trolley (a separate company & NOT included) has a stop at this hotel, so that was a good option to get a tour and not have to drive in-town."
The price is AED 779
AED 979 total
includes taxes & fees
31 Mar - 1 Apr
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1032)
"Was excellent location and stay, clean but basic rooms. Front desk staff very friendly and accommodating. Great little continental breakfast. Pool was clean and quiet. Thank you"
The price is AED 878
AED 1,153 total
includes taxes & fees
24 Mar - 25 Mar
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1623)
"The only thing I would change is there were no laundry facilities. Otherwise it was a beautiful stay."
The price is AED 1,120
AED 1,479 total
includes taxes & fees
27 Mar - 28 Mar
Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Key West

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 235 places to stay with pools. While you’re here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Provides 2 restaurants, 2 outdoor pools, and 2 pool bars. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. The Gates Hotel Key West Newly Renovated: Hotel located near Smathers Beach. Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia’s 235 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street while you’re in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.